Piperidine → HCID 59232953, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of methyl 3-(4-bromophenyl)-2,2-dimethyl-3-phenylpropanoate (250 mg, 0.72 mmol), piperidine (3 mL), palladium acetate (32 mg, 0.144 mmol), 2-(di-tert-butylphosphino)-biphenyl (87 mg, 0.29 mmol), and sodium tert-butoxide (166 mg, 1.73 mmol) in toluene (5 ml) was heated at 80° C. for 1.5 h. The reaction mixture was cooled to room temperature, the solid was removed by filtration, and the filtrate was concentrated in vacuo. The crude product was purified by silica gel flash chromatography using 10% ethyl acetate in hexanes to give methyl 2,2-dimethyl-3-phenyl-3-(4-(piperidin-1-yl)phenyl)propanoate as a white solid (207 mg, 82%). LC/MS (m/z) 352.24 [(M+H)+]; HPLC Rt: 2.448 min.

Provenance & Evidence